(2S,3S,4R,5R,6S)-2-[(2R)-4-[[9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]purin-6-yl]amino]-2-methylbutoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 00340d06-de7c-4ae3-ba74-bd5a55208bf1
• Taxonomy: Nucleosides, nucleotides, and analogues > Purine nucleosides
• IUPAC Name: (2S,3S,4R,5R,6S)-2-[(2R)-4-[[9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]purin-6-yl]amino]-2-methylbutoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC(CCNC1=C2C(=NC=N1)N(C=N2)C3C(C(C(O3)CO)O)O)COC4C(C(C(C(O4)CO)O)O)O
• SMILES (Isomeric): C[C@H](CCNC1=C2C(=NC=N1)N(C=N2)[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O)CO[C@@H]4[C@H]([C@@H]([C@H]([C@@H](O4)CO)O)O)O
• InChI: InChI=1S/C21H33N5O10/c1-9(6-34-21-17(33)15(31)13(29)11(5-28)36-21)2-3-22-18-12-19(24-7-23-18)26(8-25-12)20-16(32)14(30)10(4-27)35-20/h7-11,13-17,20-21,27-33H,2-6H2,1H3,(H,22,23,24)/t9-,10-,11+,13+,14-,15-,16-,17+,20-,21+/m1/s1
• InChI Key: OLCHLONPNZLUBP-CRXZMZARSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₃N₅O₁₀
• Molecular Weight: 515.50 g/mol
• Exact Mass: 515.22274227 g/mol
• Topological Polar Surface Area (TPSA): 225.00 Ų
• XlogP: -1.50
• Atomic LogP (AlogP): -3.31
• H-Bond Acceptor: 15
• H-Bond Donor: 8
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8443	84.43%
Caco-2	-	0.8802	88.02%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8857	88.57%
Subcellular localzation	Lysosomes	0.3836	38.36%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9151	91.51%
OATP1B3 inhibitior	+	0.9409	94.09%
MATE1 inhibitior	-	0.9212	92.12%
OCT2 inhibitior	-	0.7923	79.23%
BSEP inhibitior	-	0.8758	87.58%
P-glycoprotein inhibitior	-	0.5684	56.84%
P-glycoprotein substrate	-	0.5554	55.54%
CYP3A4 substrate	+	0.5747	57.47%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8649	86.49%
CYP3A4 inhibition	-	0.8730	87.30%
CYP2C9 inhibition	-	0.8104	81.04%
CYP2C19 inhibition	-	0.8243	82.43%
CYP2D6 inhibition	-	0.8555	85.55%
CYP1A2 inhibition	-	0.8740	87.40%
CYP2C8 inhibition	-	0.7782	77.82%
CYP inhibitory promiscuity	-	0.6555	65.55%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6546	65.46%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.9522	95.22%
Skin irritation	-	0.7650	76.50%
Skin corrosion	-	0.9348	93.48%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4913	49.13%
Micronuclear	+	0.9700	97.00%
Hepatotoxicity	-	0.6735	67.35%
skin sensitisation	-	0.8830	88.30%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.9048	90.48%
Acute Oral Toxicity (c)	III	0.6418	64.18%
Estrogen receptor binding	+	0.7722	77.22%
Androgen receptor binding	+	0.6740	67.40%
Thyroid receptor binding	+	0.5926	59.26%
Glucocorticoid receptor binding	-	0.4850	48.50%
Aromatase binding	+	0.6668	66.68%
PPAR gamma	+	0.5515	55.15%
Honey bee toxicity	-	0.8387	83.87%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.8600	86.00%
Fish aquatic toxicity	-	0.3765	37.65%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.87%	96.09%
CHEMBL3589	P55263	Adenosine kinase	96.20%	98.05%
CHEMBL226	P30542	Adenosine A1 receptor	95.18%	95.93%
CHEMBL3401	O75469	Pregnane X receptor	91.93%	94.73%
CHEMBL2581	P07339	Cathepsin D	91.25%	98.95%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	90.93%	80.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.86%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.22%	91.11%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	88.64%	95.83%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.14%	94.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.00%	96.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	86.69%	95.64%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	85.53%	93.10%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.66%	95.89%
CHEMBL5524	Q99873	Protein-arginine N-methyltransferase 1	84.16%	96.67%
CHEMBL3038469	P24941	CDK2/Cyclin A	83.83%	91.38%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	82.88%	89.67%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.73%	96.90%
CHEMBL3979	Q03181	Peroxisome proliferator-activated receptor delta	81.49%	93.95%

Plants that contains it

• Populus alba

Cross-Links

• PubChem: 162979893
• LOTUS: LTS0202447
• wikiData: Q105193907